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CAS 3946-91-6

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N,N'-bis(salicylidene)-1,2-phenylenediamine

Description:
N,N'-bis(salicylidene)-1,2-phenylenediamine, commonly referred to as salicylidene-1,2-phenylenediamine, is an organic compound characterized by its chelating properties and ability to form coordination complexes with various metal ions. This compound features two salicylaldehyde moieties linked by a 1,2-phenylenediamine backbone, resulting in a bidentate ligand that can coordinate through the nitrogen and oxygen atoms of the salicylaldehyde groups. It typically appears as a dark-colored solid and is soluble in organic solvents such as ethanol and acetone. The compound exhibits notable optical and electronic properties, making it of interest in fields such as coordination chemistry, materials science, and potentially in applications like sensors or catalysts. Its synthesis generally involves the condensation reaction of salicylaldehyde with 1,2-phenylenediamine, and it can be characterized using techniques such as NMR spectroscopy, IR spectroscopy, and X-ray crystallography. Due to its structural features, it may also display interesting biological activities, although specific biological effects would require further investigation.
Formula:C20H16N2O2
InChI:InChI=1/C20H16N2O2/c23-19-11-5-1-7-15(19)13-21-17-9-3-4-10-18(17)22-14-16-8-2-6-12-20(16)24/h1-14,23-24H/b21-13+,22-14+
Synonyms:
  • N,N-Disalicylal-1,2-phenylenediamine
  • (6Z,6'Z)-6,6'-{benzene-1,2-diylbis[imino(Z)methylylidene]}biscyclohexa-2,4-dien-1-one
  • (6Z)-6-{[(2-{[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}phenyl)amino]methylidene}cyclohexa-2,4-dien-1-one
  • 2,2'-{benzene-1,2-diylbis[nitrilo(E)methylylidene]}diphenol
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